Reacción #2275702

Ecuación de reacción

4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester

H2O

LiOH

→

desired product

Rendimiento 91.0%

4′-chloro-3-methoxy-biphenyl-4-carboxylic acid

Rendimiento 91.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting suspension is heated
2. 2
   Temperaturato reflux for 2 hours
3. 3
   TemperaturaThe reaction is cooled
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   Filtraciónthe resulting solid is collected by filtration
6. 6
   Lavadowashed with H2O
7. 7
   Otrodried

Procedimiento

To a solution of 4′-chloro-3-methoxy-biphenyl-4-carboxylic acid methyl ester, 8, (0.615 g, 2.22 mmol) in THF (20 mL) and H2O (5 mL) at room temperature is added LiOH (0.932 g, 22.2 mmol). The resulting suspension is heated to reflux for 2 hours. The reaction is cooled and concentrated under reduced pressure. The crude product is acidified using conc. HCl and the resulting solid is collected by filtration washed with H2O and dried to afford 0.532 g (91%) of the desired product as a grey solid. 1H NMR (400 MHz, CDCl3) δ ppm 10.69 (1H, br s), 8.26 (1H, d, J=8.1 Hz), 7.53-7.58 (2H, m), 7.44-7.50 (2H, m), 7.33 (1H, dd, J=8.1, 1.6 Hz), 7.20 (1H, d, J=1.3 Hz), 4.17 (3H, s). HPLC-MS: m/z 263 [M+H]+.

Fuente